EMBELLISHED
1) DAVID YURMAN earrings ($1,350) and cuff ($2,100), at David Yurman, 40 E. Oak St.
2) ST. JOHN jacket ($1,395) and blouse ($495), at St. John, 919 N. Michigan Ave.
3) JUDITH RIPKA ring ($9,900), at Judith Ripka, 129 E. Oak St.
4) KATE SPADE skirt ($495), at Kate Spade, 56 E. Oak St.
5) TIFFANY & CO. clutch ($1,295), at Tiffany & Co., 730 N. Michigan Ave.
6) STUART WEITZMAN heels ($315), at Stuart Weitzman, 520 N. Michigan Ave.
Photography: (Jacket, skirt) Jeff Harris, (all others) courtesy of vendors
MINIMAL
1) MATTHEW AMES blazer ($1,495), at Helen Yi, 1645 N. Damen Ave.
2) MARLOWE turtleneck ($725), at Marlowe, 800 N. Michigan Ave.
3) BOTTEGA VENETA satin wedge booties ($690), at Bottega Veneta, 800 N. Michigan Ave.
4) HELMUT LANG pants ($345), at Barneys New York, 15 E. Oak St.
Photography: (Blazer, turtleneck, and pants) Jeff Harris, (all others) courtesy of vendors